N9653
纺锤霉素 二盐酸盐
From Streptomyces netropsis, ≥98% (HPLC), powder
别名:
Congocidin, Sinanomycin
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关于此项目
经验公式（希尔记法）:
C18H26N10O3 · 2HCl
化学文摘社编号:
分子量:
503.39
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
产品名称
纺锤霉素 二盐酸盐, from Streptomyces netropsis, ≥98% (HPLC), powder
SMILES string
[H]Cl.[H]Cl.NC(CCNC(C1=CC(NC(C2=CC(NC(CNC(N)=N)=O)=CN2C)=O)=CN1C)=O)=N
InChI
1S/C18H26N10O3.2ClH/c1-27-9-11(6-12(27)16(30)23-4-3-14(19)20)26-17(31)13-5-10(8-28(13)2)25-15(29)7-24-18(21)22;;/h5-6,8-9H,3-4,7H2,1-2H3,(H3,19,20)(H,23,30)(H,25,29)(H,26,31)(H4,21,22,24);2*1H
InChI key
SDRHUASONSRLFR-UHFFFAOYSA-N
biological source
Streptomyces netropsis
form
powder
color
faintly yellow
solubility
H2O: 1 mg/mL
antibiotic activity spectrum
Gram-negative bacteria
Gram-positive bacteria
viruses
mode of action
DNA synthesis | interferes
storage temp.
−20°C
Quality Level
assay
≥98% (HPLC)
Biochem/physiol Actions
Netropsin is an unusual n-methylpyrrole-containing oligopeptide that binds to AT-rich sequences of dsDNA, especially in the minor groove. Thus, it protects such regions from DNase I and other endonucleases, and also inhibits topoisomerases. Netropsin disrupts the cell cycle, prolonging G and arresting in G.
Disclaimer
Protect from light.
存储类别
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
法规信息
涉药品监管产品
此项目有
C Zimmer et al.
Nucleic acids research, 8(13), 2999-3010 (1980-07-11)
The specific DNA binding ligand netropsin selectively blocks dA-dT base pairs in clusters containing two or more consecutive thymine residues at the dNAase I cleavage sites of DNA. Using CD and UV absorption measurements it is shown, that at various
Souvik Maiti et al.
Biophysical chemistry, 159(1), 162-171 (2011-07-15)
We use a variety of biophysical techniques to determine thermodynamic profiles, including hydration, for the unfolding of DNA stem-loop motifs (hairpin, a three-way junction and a pseudoknot) and their interaction with netropsin and random cationic copolymers. The unfolding thermodynamic data
Michael Rettig et al.
Chembiochem : a European journal of chemical biology, 14(3), 323-331 (2013-01-29)
With a growing understanding of the microstructural variations of DNA, it has become apparent that subtle conformational features are essential for specific DNA molecular recognition and function. DNA containing an A-tract has a narrow minor groove and a globally bent
Niels Hansen et al.
Journal of computational chemistry, 33(6), 640-651 (2012-01-10)
The performance of enveloping distribution sampling (EDS) simulations to estimate free enthalpy differences associated with seven alchemical transformations of A-T into G-C base pairs at the netropsin binding site in the minor groove of a 13-base pair DNA duplex in
Katy A Muzikar et al.
Organic letters, 13(20), 5612-5615 (2011-10-01)
A furan amino acid, inspired by the recently discovered proximicin natural products, was incorporated into the scaffold of a DNA-binding hairpin polyamide. While unpaired oligomers of 2,4-disubstituted furan amino acids show poor DNA-binding activity, furan (Fn) carboxamides paired with N-methylpyrrole
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